Dog Sitting in Crestwood
Book a Crestwood dog sitter to watch your dog in your sitter’s home or yours.

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Top rated Crestwood dog sitters
Prices are estimates per visit. Pricing may vary based on your search. A booking fee of 11% and taxes will apply.
About: Hello! I have had many dogs and cats over the years and love them so much! I am looking forward to meeting and playing with your pup :) I am currently in graduate school for speech pathology at Mizzou. I go on runs/walks daily and am up early! A pup fits seamlessly into my schedule! I love going on walks, playing fetch, and anything else that the fur friend may want to do! We have a fenced in backyard that backs up to a park which makes for the perfect play area!
“Alex has gone way over and above in the care of my best friend! I have used home several times and am continually blessed by his professionalism and attention to detail. I will continue to call on Alex to visit Buddy!”

About: Hello! My name is Haley and I am excited to be able to help you in your pet care experience! I am a proud owner of two cats, a puppy and a snake. I have spent my life growing up around animals and training them as well. I know what love and care is needed for your animals as I will take care of them the same I would take care of mine. I have come to learn that patience, love and fun are the best qualities to have when caring for any animals. I will be sure to take the time and dedication that is needed to ensure your animal feels safe, loved and well taken care of while you are unavailable. If you have any further questions please do not hesitate to ask! * I work with a flexible schedule, which allows me to consistently build pet care into my daily routine. * As a pet owner myself, animal care is already a major part of my everyday life. * I intentionally plan my schedule to give pets reliable attention instead of rushed drop-ins. * I prioritize: * Feeding and fresh water * Playtime and enrichment * Litter box cleaning and maintenance * Medication routines if needed * Quality interaction and companionship * I understand how important consistency and routine are, especially for cats adjusting to new people or schedule changes. * I genuinely enjoy spending time with animals, so pet care feels like a natural and rewarding part of my routine rather than an extra obligation. * I create a calm, safe, and low-stress environment for every pet in my care. * I follow each pet’s normal routine, including feeding, medications, playtime, and comfort preferences. * I respect every animal’s personality and boundaries and never force interaction before they feel comfortable. * I pay close attention to behavior, appetite, energy levels, and overall wellbeing. * I keep litter boxes, feeding areas, and pet spaces clean and sanitary. * I double-check doors, gates, and safety concerns to help prevent escapes or stress. * I provide regular updates and photos so owners feel comfortable while away. * In clients’ homes, I treat both the pets and the space with care, cleanliness, and respect.

“Bennett was so great with our two "high energy", playful, cuddly cats! It was clear how much he genuinely enjoyed spending time with them as if they were his own. Was so happy to have found him and would recommend him to anyone looking for a sitter.”


About: I have taken care of dogs my whole life and almost made a career out of it. I currently have a senior dog, but raised her since she was a puppy and loved every minute of it. I’m currently off work for the summer, so me and my two kids are just hanging out and having fun! I have a lot of free time to walk your lovely dogs. I have a fenced in yard and a two story house. I love to play and cuddle and just love on dogs and cats. Whatever their vibe and energy are, I tend to match it.
“Lauryn is fabulous as a pet sitter! Her calm but fun presence was just what our dogs respond to well! She sent so many great pictures capturing what was happening while we were away. Baxter is not initially warm and friendly and he was cuddling in her lap in no time. She knows animals of all kinds! She handled all their needs including the three times a day medication Baxter needs.”

“Heather was a Rock Star!! Smokey Bear developed a problem on the day we left on Vacation and after my son took him to our vet to diagnose the problem, she excelled at taking extra care of him - making sure he took his pills and everything else that was related to his problem. She has been his caregiver for several years and he's so fond of her that when we come back home he barely notices!! She's a wonder.”

“Danny & Jennifer were amazing! I can not recommend them enough. From the daily updates, to our specific accommodations, to the care and love they showed our cats, I truly couldn’t be more grateful for these two! Leaving our cats in the hands of someone else is very stressful, but Danny and Jennifer made it so easy for us to not worry as we knew they were in the best hands possible!”

“Alicia was great with my shy and anxious pup. She also agreed to check in on him last minute. I would definitely recommend her to watch your pups and will be using her services again. Thanks so much!”

“Misty took wonderful care of our boy while we were gone! Lots of attention, pets and walks. Provided lots of pictures and updates. Very trustworthy, we knew our pup was in good hands. Hopefully she can take care of him again next time we are in need!”


About: My while life has been surrounded with pets. I have always had dogs of very many sizes. I also have a 6 year old spoiled rabbit named kyle, a bird, a snake and 2 dogs. Besides personal pets and animal experience I have been pet sitting for family and friends since 8th grade. I also have experience in shelters helping care for cats and dogs. And now I walk dogs at the Humane Society for my job. I am saving up with this job and my job at the Humane Society for college! I am going to mizzou majoring in animal science to then go onto vet school. Beyond money this is an opportunity for more experience and fun as I am surrounding myself with my favorite thing which is animals! I am free to be scheduled at any time whether it be to walk, watch, or drop in on your pets any day of the week other than mon-fri 2:00-4:30 pm while I'm working. Other than that I am very flexible and happy to help out with your pets! I will happily follow all your requests and respect your space when I am pet sitting or walking your dog. I will be very attentive towards your animals as I care about them just like my own! I will also give them endless amounts of love!
“Our normal sitter had a family emergency right before the holidays, and we are so thankful we found Kate in time for our kitties! Two of them need daily medications, and we have had hit or miss luck with different sitters (not from Rover) in the past, but all the cats loved her (even the one that normally hides!) and they all seem to be very relaxed and not panicked when we got home this time! We will absolutely be using her in the future and recommending her to friends in the area!”

About: I have owned and fostered dogs and cats for as long as I can remember. I have experience with puppies, small, medium and large dogs. I have a great time interacting with and entertaining fur babies! I am currently on summer break from school, so most weeks my schedule is pretty open for the summer. I am typically available weekend and week days. I have experience walking small, medium, and large dogs. I have handled high and low energy dogs and cats. I walk my own dogs daily and have cared for high energy pups in the neighborhood.
“We loved Ashley, and more importantly our dog loved Ashley! Our dog Drake is very anxious, especially with new people. But within a few visits, Ashley had won him over and was "allowed" to give him butt scratches. She was quick to respond, kept communication open while we were gone, and sent frequent updates with photos. We knew Drake was in good hands. We'll definitely be repeat clients.”


About: I’ve had pets all my life! Dogs, cats, fish, and even birds! I’ve pet sat for multiple family and friends. I worked at a horse barn for 2 years along with volunteering at a Rabbit sanctuary! I love all animals big or small, relaxed or wild. I would love to take care and play with your pets, all in the safety of your own home! :) I have the whole summer open to hang out with your pets! I have some vacations and day trips throughout the summer but over all your pets have my full undivided attention! I will feed and ensure fresh water, playtime and enrichment, Photo or video updates to keep you reassured, basic grooming and cleaning up after pets, safe and comfortable crating if needed, and walks (short or long) based on your pets needs.
“Katie took wonderful care of our two dogs, making sure they had ample breaks during the day, sticking to their schedule and going above and beyond to make sure the pups were comfortable while we were gone. A+ all around, thank you Katie!!!”

Over 139 pet parents in Crestwood have booked dog sitting
Crestwood dog parents share their Rover experiences
Nicole did a fabulous dog with our 2 pugs. She is meticulous and shows up on time, every time. Our one pug can be very finicky and does not like to walk. But Nicole is patient and gentle. She always follows my instructions. The dogs love her. I would highly recommend her. She did drop in visits to let the dogs out of their crates, when I was gone from home 8 hours. She also sat outside, under their favorite tree, and let them observe their world.

This was my first time using Rover and I’m so happy I chose Corrine to help with my fur buddies. She is super bubbly and outgoing. She communicated with me every time she stopped over to let them out and sent photos so I could see them in the yard. She asked great questions and covered everything they needed. I highly recommended her to help with your fur buddies. She took excellent care of mine. I will being using her again!

Sarah was a wonderful dog sitter for our two older large dogs. She is warm & caring. Sarah was prompt on her visits & sent great pictures of our dogs. We felt very relieved to know that they were being so well taken care of. We will definitely use her to watch them in the future!
This was my first time using Rover to have someone check on my dogs. I was a bit nervous of how it would go since my dogs get scared easily of new people, but Karen was very patient and attentive with them and overall did a fantastic job! She provided updates during each of the check ins and bonded with the dogs as the days went by. I would 100% recommend Karen as a dog sitter and if I need someone to watch my dogs again using Rover, Karen would be my first choice!

Rachelle helped take care of my 4 pets (2 cats, 2 dogs) almost daily for the past couple of months while I was at work. The pets all love her so much. She kept me updated about any abnormalities with my pets (scared of thunder, not wanting to eat, etc.) which was very helpful & kind of her to do. I will be a repeat client forever!

Anne was absolutely wonderful with our four month old puppy. He loves meeting new people, but is still very energetic (and teething). She was very patient with him and added in lots of playtime to tire him out. We will be highly recommending her to friends and family in the area!

Emily was so trustworthy and kind!! She took such great care of our two dogs on short notice, making sure to give them plenty of love, walks, playtime, and following our complicated pill and feeding routine. We have never felt so comfortable leaving town and will definitely ask for her help again in the future!

E was fantastic in taking care of my high maintenance pup! She was friendly, communicative, punctual, diligent, and followed the exact care instructions provided. My dog is a high flight risk and my booking was somewhat last minute, but none of that was an issue and she was professional throughout. I will definitely be booking her next time I need a drop-in or pet sitter!
Basia is awesome!! She dropped in to walk our dogs for a couple of days, plus a couple of days full time care. She sent pictures and communication during those times. I felt very comfortable leaving our dogs in her care! We will hire her again and highly recommend her!!

Popular requests near you
Select a filter and find qualifying Crestwood sitters!How Rover works

1. Search
Read verified reviews by dog parents like you and choose a sitter who’s a great match for you and your dogs
2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your dogs while you’re away
3. Book & Pay
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The median cost per night for dog sitting in Crestwood is $20
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn't happen often, but if your dog sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total dog fanatics. You can get in touch with us anytime.
Sitters in Crestwood average 6 repeat dog sitting clients
Dog Sitting FAQs
Frequently asked questions about Rover
Dog sitters on Rover are free to set their rates. The median cost to hire a dog sitter in Crestwood on Rover as of Jun 2026 was about $20 per night, after factoring in Rover’s service fees. A dog sitter’s rate may also change as you customize your booking to fit your and your dog’s needs.
As of Jun 2026, there are 2,721 dog sitters in Crestwood. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass a background check for you and your dog’s safety.
Rover makes it easy to reach out to multiple dog sitters about your booking. Typically, 88% of Crestwood dog sitters respond in under an hour.
Dog sitters in Crestwood have an average of 15 years of experience. Dog sitters with repeat customers have an average of 6 repeat clients. Experience can vary from dog sitter to dog sitter, but you can view reviews, years of experience, and number of repeat clients when you compare pet sitters in Crestwood.
Rover makes it easy to find Crestwood dog sitters to provide loving care from their own home. The background-checked, 5-star dog sitters you can find on Rover will welcome your dog into their home when you’re away—whether it’s just for the weekend or longer. Dog sitting is great for:
- Dogs of all ages and abilities, including puppies
- Dog parents looking for a safe, loving alternative to a kennel
- Dogs who’d love to socialize with their dog sitter’s pets
There are 2,721 dog sitters in Crestwood on Rover, so you’re sure to find the perfect match for your dog! In Crestwood, 95% of dog sitters offer daily exercise, 97% offer medication administration, and 94% have experience with senior dogs and dogs with special needs. We know each dog is unique and may have specific care instructions. You can filter, sort, expand your radius, read reviews, and compare pricing to find the perfect dog sitter near you. As a reminder, dog sitters joining Rover must pass background checks for you and your dog’s safety.
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your dog sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your dog sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your dog is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your dog sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your dog sitting service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your dog sitter’s cancellation policy.









